ES2184088T3 - PROCEDURE FOR THE PREPARATION OF GAMMA-BUTIROLACTONE, BUTANE-1,4-DIOL AND TETRAHYDROFURAN. - Google Patents
PROCEDURE FOR THE PREPARATION OF GAMMA-BUTIROLACTONE, BUTANE-1,4-DIOL AND TETRAHYDROFURAN.Info
- Publication number
- ES2184088T3 ES2184088T3 ES97921941T ES97921941T ES2184088T3 ES 2184088 T3 ES2184088 T3 ES 2184088T3 ES 97921941 T ES97921941 T ES 97921941T ES 97921941 T ES97921941 T ES 97921941T ES 2184088 T3 ES2184088 T3 ES 2184088T3
- Authority
- ES
- Spain
- Prior art keywords
- phase
- maleic anhydride
- hydrogenation
- current
- hydrogen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 title abstract 6
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 title abstract 6
- 238000000034 method Methods 0.000 title abstract 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 title abstract 3
- 238000005984 hydrogenation reaction Methods 0.000 abstract 6
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 abstract 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- 239000012071 phase Substances 0.000 abstract 4
- 238000004326 stimulated echo acquisition mode for imaging Methods 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- -1 C 4 COMPOUND Chemical class 0.000 abstract 1
- 238000010521 absorption reaction Methods 0.000 abstract 1
- 229910002090 carbon oxide Inorganic materials 0.000 abstract 1
- 239000007792 gaseous phase Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000012808 vapor phase Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
- C07C29/149—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D315/00—Heterocyclic compounds containing rings having one oxygen atom as the only ring hetero atom according to more than one of groups C07D303/00 - C07D313/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/17—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds
- C07C29/177—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by hydrogenation of carbon-to-carbon double or triple bonds with simultaneous reduction of a carboxy group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/04—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D307/06—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to ring carbon atoms
- C07D307/08—Preparation of tetrahydrofuran
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
LA INVENCION DESCRIBE UN PROCEDIMIENTO DE PRODUCCION DE AL MENOS UN COMPUESTO C 4 SELECCIONADO A PARTIR DE BUTANO 1,4 - DIOL, GA - BUTIROLACTONA Y TETRAHIDROFURANO, EL CUAL IN CLUYE UNA FASE DE HIDROGENACION EN FASE GASEOSA DE ANHIDRIDO MALEICO, EN PRESENCIA DE UN CATALIZADOR DE HIDROGENACION HETEROGENEO. DICHO PROCEDIMIENTO COMPRENDE: (A) PONER EN CONTACTO UNA CORRIENTE EN FASE DE VAPOR QUE CONTIENE ANHIDRIDO MALEICO EN FASE DE VAPOR, VAPOR DE AGUA Y OXIDOS DE CARBONO, EN UNA ZONA DE ABSORCION CON UN DISOLVENTE ORGANICO DE ELEVADO PUNTO DE EBULLICION, EL CUAL, A PRESION ATMOSFERICA, ES APROX. 30 °C SUPERIOR AL DEL ANHIDRIDO MALEICO, PARA FORMAR ASI UNA SOLUCION DE ANHIDRIDO MALEICO EN DICHO DISOLVENTE ORGANICO DE ELEVADO PUNTO DE EBULLICION; (B) UNA CORRIENTE GASEOSA QUE CONTIENE HIDROGENO, EXTRAYENDO ASI ANHIDRIDO MALEICO DE LA MISMA Y FORMANDO UNA CORRIENTE GASEOSA QUE COMPRENDE HIDROGENO Y ANHIDRIDO MALEICO; (D) PONER EN CONTACTO MATERIAL DE LA CORRIENTE EN FASE DE VAPOR DE LA FASE (E),EN UNA ZONA DE HIDROGENACION, BAJO CONDICIONES DE HIDROGENACION, EN PRESENCIA DE UN CATALIZADOR DE HIDROGENACION HETEROGENEO, PARA CONVERTIR ASI ANHIDRIDO MALEICO EN AL MENOS UN COMPUESTO C 4 , SELECCIONADO A PARTIR DE BUTANO - 1,4 - DIOL, GA BUTIROLACTONA Y TETRAHIDROFURANO; Y (E) RECUPERAR A PARTIR DE LA ZONA DE HIDROGENACION UNA CORRIENTE DE PRODUCTO QUE CONTIENE DICHO COMPUESTO C 4 .THE INVENTION DESCRIBES A PRODUCTION PROCEDURE OF AT LEAST A SELECTED C 4 COMPOUND FROM BUTANE 1,4 - DIOL, GA - BUTIROLACTONE AND TETRAHYDROFURAN, WHICH INCLUDES A GASEOUS PHASE HYDROGENATION PHASE OF A MALEIC PRESIDENT, HETEROGENEO HYDROGENATION CATALYST. SUCH PROCEDURE INCLUDES: (A) TO CONTACT A CURRENT IN THE STEAM PHASE CONTAINING MALEIC ANHYDRIDE IN THE STEAM PHASE, WATER STEAM AND CARBON OXIDES, IN AN ABSORPTION AREA WITH AN ORGANIC SOLVENT OF PUNCHED THE PUNCH , AT ATMOSPHERIC PRESSURE, IT'S APPROX. 30 ° C HIGHER THAN THE MALEIC ANHYDRIDE, TO FORM A MALEIC ANHYDRIDE SOLUTION IN THE ORGANIC SOLVENT OF ELEVATED POINTS OF EBULLITION; (B) A GASEOUS CURRENT CONTAINING HYDROGEN, REMOVING AND MALEIC ANHYDRIDE OF THE SAME AND FORMING A GASEOUS CURRENT THAT INCLUDES HYDROGEN AND MALEIC ANHYDRIDE; (D) PLACING MATERIAL CONTACT OF THE CURRENT IN THE VAPOR PHASE OF THE PHASE (E), IN A HYDROGENATION AREA, UNDER HYDROGENATION CONDITIONS, IN THE PRESENCE OF A HYDROGENOUS HYDROGENATION CATALYST, TO CONVERT A MALE HYDROGEN HYDROGEN COMPOUND C 4, SELECTED FROM BUTANE - 1,4 - DIOL, GA BUTIROLACTONE AND TETRAHYDROFURAN; AND (E) RECOVER FROM THE HYDROGENATION AREA A PRODUCT CURRENT CONTAINING SUCH COMPOUND C 4.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP96303428 | 1996-05-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2184088T3 true ES2184088T3 (en) | 2003-04-01 |
Family
ID=8224940
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES97921941T Expired - Lifetime ES2184088T3 (en) | 1996-05-15 | 1997-05-12 | PROCEDURE FOR THE PREPARATION OF GAMMA-BUTIROLACTONE, BUTANE-1,4-DIOL AND TETRAHYDROFURAN. |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US6077964A (en) |
| EP (1) | EP0922022B1 (en) |
| JP (1) | JP4021490B2 (en) |
| KR (1) | KR100464610B1 (en) |
| CN (1) | CN1089743C (en) |
| AR (1) | AR007126A1 (en) |
| AU (1) | AU707824B2 (en) |
| BR (1) | BR9709250A (en) |
| CA (1) | CA2255912C (en) |
| DE (1) | DE69715640T2 (en) |
| ES (1) | ES2184088T3 (en) |
| MX (1) | MX204063B (en) |
| NO (1) | NO311932B1 (en) |
| SA (1) | SA97180160B1 (en) |
| TW (1) | TW413673B (en) |
| WO (1) | WO1997043234A1 (en) |
| ZA (1) | ZA973971B (en) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9724195D0 (en) * | 1997-11-14 | 1998-01-14 | Kvaerner Process Tech Ltd | Process |
| BE1011699A6 (en) * | 1998-01-08 | 1999-12-07 | Pantochim Sa | Method for producing and gamma-tetrahydrofuran butyrolactone. |
| DE19806038A1 (en) * | 1998-02-13 | 1999-08-19 | Basf Ag | Process for the separation of maleic anhydride from mixtures containing maleic anhydride by stripping |
| DE69800886T2 (en) * | 1998-03-23 | 2001-10-11 | Basf Ag | Process for the preparation of 1,4-butanediol, butyrolactone and tetrahydrofuran |
| BE1012274A7 (en) | 1998-11-10 | 2000-08-01 | Pantochim Sa | High productivity process for the preparation of gamma and tetrahydrofuran butyrolactone. |
| US6235930B1 (en) * | 1999-03-31 | 2001-05-22 | Board Of Trustees Operating Michigan State University | Process for the preparation of 3,4-dihydroxybutanoic acid and derivatives thereof from substituted pentose sugars |
| MY139259A (en) * | 1999-10-12 | 2009-09-30 | Kvaerner Process Tech Ltd | Process |
| DE10021703A1 (en) | 2000-05-04 | 2001-11-08 | Basf Ag | Continuous separation of mixtures containing tetrahydrofuran, gamma-butyrolactone and/or 1,4-butanediol, e.g. from maleic anhydride hydrogenation, uses partitioned or heat-coupled conventional distillation columns |
| GB0117090D0 (en) | 2001-07-12 | 2001-09-05 | Kvaerner Process Tech Ltd | Process |
| DE10137534A1 (en) | 2001-08-01 | 2003-02-13 | Basf Ag | Maleic anhydride production useful as an intermediate in the production of e.g. gamma-butyrolactone, comprises the heterogeneous catalyzed gas phase oxidation of n-butene |
| DE10219224A1 (en) * | 2002-04-30 | 2003-11-13 | Basf Ag | Process for the production of gamma-butyrolactone |
| DE10225929A1 (en) * | 2002-06-11 | 2003-12-24 | Basf Ag | Two-stage process for the production of butanediol with intermediate separation of succinic anhydride |
| DE10225928A1 (en) * | 2002-06-11 | 2003-12-24 | Basf Ag | Two-stage process for the production of butanediol in two reactors |
| DE10225927A1 (en) | 2002-06-11 | 2003-12-24 | Basf Ag | Process for the production of butanediol by combined gas phase and liquid phase synthesis |
| DE10225926A1 (en) | 2002-06-11 | 2003-12-24 | Basf Ag | Process for the production of butanediol |
| GB0325530D0 (en) | 2003-10-31 | 2003-12-03 | Davy Process Techn Ltd | Process |
| GB0325526D0 (en) | 2003-10-31 | 2003-12-03 | Davy Process Techn Ltd | Process |
| DE10357715A1 (en) * | 2003-12-09 | 2005-07-14 | Basf Ag | Process for the preparation of defined mixtures of THF, BDO and GBL by gas phase hydrogenation |
| GB0421928D0 (en) | 2004-10-01 | 2004-11-03 | Davy Process Techn Ltd | Process |
| DE102005031314A1 (en) * | 2005-07-05 | 2007-01-18 | Basf Ag | Process for the separation of maleic anhydride from mixtures containing maleic anhydride by stripping |
| KR100922998B1 (en) * | 2008-03-06 | 2009-10-22 | 한국화학연구원 | Process for preparing monohydric alcohol from monocarboxylic acid or derivatives thereof |
| KR200458108Y1 (en) * | 2009-01-14 | 2012-01-20 | 제이씨코리아 주식회사 | Nail ornaments |
| GB0906031D0 (en) * | 2009-04-07 | 2009-05-20 | Davy Process Techn Ltd | Process |
| WO2016008904A1 (en) | 2014-07-16 | 2016-01-21 | Basf Se | METHOD FOR PURIFYING RAW γ-BUTYROLACTONE |
| CN107245026A (en) * | 2017-06-22 | 2017-10-13 | 江苏飞翔化工股份有限公司 | The solvent-free method that glycol is prepared by lactone |
| CN116768700A (en) * | 2023-05-15 | 2023-09-19 | 浙江环化科技有限公司 | Method for preparing 1, 4-butanediol by maleic anhydride hydrogenation |
Family Cites Families (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE264533C (en) * | ||||
| US2638481A (en) * | 1950-05-26 | 1953-05-12 | Hercules Powder Co Ltd | Maleic acid manufacture |
| GB727828A (en) * | 1952-12-09 | 1955-04-06 | Chempatents Inc | Recovery of polycarboxylic acid anhydrides |
| GB763339A (en) * | 1953-03-23 | 1956-12-12 | Chempatents Inc | Improvements in recovery of maleic and phthalic acid anhydrides |
| FR1089012A (en) * | 1953-10-08 | 1955-03-14 | Chempatents | Process for recovering polycarboxylic acid anhydrides from dilute gas mixtures |
| NL98195C (en) * | 1955-04-20 | |||
| US2893924A (en) * | 1956-04-17 | 1959-07-07 | Saint Gobain | Separation and purification of anhydrides of organic diacids |
| US3040059A (en) * | 1959-07-02 | 1962-06-19 | Foster Wheeler Corp | Recovery of the anhydrides of polycarboxylic acids |
| BE792879A (en) * | 1971-12-17 | 1973-03-30 | Chevron Res | MALEIC ANHYDRIDE ISOLATION PROCESS |
| US3891680A (en) * | 1972-11-29 | 1975-06-24 | Chevron Res | Maleic anhydride recovery using nonaqueous medium |
| US3850758A (en) * | 1973-07-02 | 1974-11-26 | Allied Chem | Purification of crude maleic anhydride by treatment with dimethylbenzophenone |
| DE2444824A1 (en) * | 1974-09-19 | 1976-04-08 | Basf Ag | PROCESS FOR THE OBTAINMENT OF MALEIC ACID ANHYDRIDE |
| US4071540A (en) * | 1976-07-08 | 1978-01-31 | Chevron Research Company | Anhydride separation process |
| DE2642533C2 (en) * | 1976-09-22 | 1985-08-22 | Basf Ag, 6700 Ludwigshafen | Process for the production of gamma-butyrolactone from maleic anhydride |
| US4118403A (en) * | 1976-11-18 | 1978-10-03 | Monsanto Company | Recovery of maleic anhydride |
| GB8331793D0 (en) * | 1983-11-29 | 1984-01-04 | Davy Mckee Ltd | Process |
| EP0204730A1 (en) * | 1984-11-21 | 1986-12-17 | DAVY McKEE (LONDON) LIMITED | Process for the production of butane-1,4-diol |
| GB8618890D0 (en) * | 1986-08-01 | 1986-09-10 | Davy Mckee Ltd | Process |
| JPH01500753A (en) * | 1986-08-01 | 1989-03-16 | デイヴィ マッキー (ロンドン) リミテッド | Method for simultaneous production of butane-1,4-diol and gamma-butyrolactone |
| GB8717992D0 (en) * | 1987-07-29 | 1987-09-03 | Davy Mckee Ltd | Process |
| GB8717993D0 (en) * | 1987-07-29 | 1987-09-03 | Davy Mckee Ltd | Process |
| JP2596604B2 (en) * | 1988-12-14 | 1997-04-02 | 東燃株式会社 | Method for producing 1,4-butanediol and tetrahydrofuran |
| GB8917862D0 (en) * | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
| GB8917859D0 (en) * | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
| GB8917864D0 (en) * | 1989-08-04 | 1989-09-20 | Davy Mckee London | Process |
| US5347021A (en) * | 1990-04-16 | 1994-09-13 | Isp Investments Inc. | Process of vapor phase catalytic hydrogenation of maleic anhydride to gamma-butyrolactone in high conversion and high selectivity using an activated catalyst |
-
1997
- 1997-05-08 ZA ZA9703971A patent/ZA973971B/en unknown
- 1997-05-10 TW TW086106241A patent/TW413673B/en not_active IP Right Cessation
- 1997-05-12 DE DE69715640T patent/DE69715640T2/en not_active Expired - Lifetime
- 1997-05-12 CA CA002255912A patent/CA2255912C/en not_active Expired - Fee Related
- 1997-05-12 AU AU27820/97A patent/AU707824B2/en not_active Ceased
- 1997-05-12 JP JP54065097A patent/JP4021490B2/en not_active Expired - Fee Related
- 1997-05-12 EP EP97921941A patent/EP0922022B1/en not_active Expired - Lifetime
- 1997-05-12 US US09/180,766 patent/US6077964A/en not_active Expired - Lifetime
- 1997-05-12 CN CN97194570A patent/CN1089743C/en not_active Expired - Lifetime
- 1997-05-12 ES ES97921941T patent/ES2184088T3/en not_active Expired - Lifetime
- 1997-05-12 WO PCT/GB1997/001286 patent/WO1997043234A1/en not_active Ceased
- 1997-05-12 BR BR9709250-9A patent/BR9709250A/en not_active IP Right Cessation
- 1997-05-12 KR KR19980709165A patent/KR100464610B1/en not_active Expired - Fee Related
- 1997-05-14 AR ARP970102010A patent/AR007126A1/en active IP Right Grant
- 1997-06-22 SA SA97180160A patent/SA97180160B1/en unknown
-
1998
- 1998-11-12 MX MX9809480A patent/MX204063B/es active IP Right Grant
- 1998-11-13 NO NO19985291A patent/NO311932B1/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| CA2255912A1 (en) | 1997-11-20 |
| DE69715640D1 (en) | 2002-10-24 |
| KR100464610B1 (en) | 2005-05-19 |
| EP0922022B1 (en) | 2002-09-18 |
| JP4021490B2 (en) | 2007-12-12 |
| MX204063B (en) | 2001-09-03 |
| CN1218450A (en) | 1999-06-02 |
| TW413673B (en) | 2000-12-01 |
| AU2782097A (en) | 1997-12-05 |
| KR20000011015A (en) | 2000-02-25 |
| CN1089743C (en) | 2002-08-28 |
| WO1997043234A1 (en) | 1997-11-20 |
| DE69715640T2 (en) | 2003-02-06 |
| AU707824B2 (en) | 1999-07-22 |
| CA2255912C (en) | 2006-10-10 |
| NO985291D0 (en) | 1998-11-13 |
| NO311932B1 (en) | 2002-02-18 |
| EP0922022A1 (en) | 1999-06-16 |
| SA97180160B1 (en) | 2006-09-05 |
| JP2000510475A (en) | 2000-08-15 |
| MX9809480A (en) | 1999-03-31 |
| AR007126A1 (en) | 1999-10-13 |
| BR9709250A (en) | 2000-05-09 |
| US6077964A (en) | 2000-06-20 |
| NO985291L (en) | 1998-11-13 |
| ZA973971B (en) | 1998-03-23 |
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